DIASTEREOCONTROLLED SYNTHESIS OF PYRROLIDINES BY NICKEL PROMOTED TANDEM CYCLIZATION-QUENCHING OF AMINOBROMODIENES

Authors
CANCHO Y MARTIN JM MARTINEZ M LLEBARIA A MORETO JM DELGADO A
Citation
Y. Cancho et al., DIASTEREOCONTROLLED SYNTHESIS OF PYRROLIDINES BY NICKEL PROMOTED TANDEM CYCLIZATION-QUENCHING OF AMINOBROMODIENES, Tetrahedron, 54(7), 1998, pp. 1221-1232
Citations number
29
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
54
Issue
7
Year of publication
1998
Pages
1221 - 1232
Database
ISI
SICI code
0040-4020(1998)54:7<1221:DSOPBN>2.0.ZU;2-5
Abstract
The nickel promoted tandem cyclization-quenching of tethered aminobrom odienes has been extended to the synthesis of 2,3,4-trisubstituted pyr rolidines. By a judicious choice of substituents on the starting amino halodiene, the diastereoselectivity of the process can be efficiently controlled. When a chiral auxiliary on the nitrogen atom is used, enan tiomerically enriched pyrrolidines can be obtained after removal of th e auxiliary. (C) 1998 Elsevier Science Ltd. All rights reserved.